S$166 Cheap Flights from Chicago to Orlando

Start packing your suitcase, because round-trip flights from ORD to Orlando Executive Airport (ORL) start from S$332. That's based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.

Every airline has its own set of terms and conditions. If you decide to cancel your trip, head to our Customer Service Portal.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to ORL flights, you'll see a "no change fees" filter for you to select.

You'll be cruising at altitude for a while, as the flight distance between ORD and Orlando International Airport is 1,600 kilometres. Create a playlist of your favourite songs before you leave home to keep yourself entertained during your journey.

If you want to fly straight from O'Hare Intl. Airport (ORD) to Orlando Executive Airport (ORL), you'll need to book a flight with at least one stop. Unfortunately, there aren't any airlines that fly directly between these airports.

Last-minute bookings from O'Hare Intl. Airport (ORD) to ORL can be hit-or-miss. It is possible to score a bargain, but you could also miss out entirely! If you'd rather start planning ahead of time, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines list their prices so far in advance. Our suggestion? Check back often as updates are made regularly.